Rockport holiday rentals

We found 443 holiday rentals — enter your dates for availability
Select from 90 houses, 32 apartments and other holiday rentals to find the perfect place for your stay in Rockport. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Rockport

Showing deals for:18 Dec - 25 Dec

Two sinks, two dishwashers and a double oven ideal spot for a large group!
Updated kitchen with large island and plenty of counter space
Exterior
Dining
Exceptional
(7 reviews)

Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22

Gloucester

8% off
S$18,173
for 7 nights, 1 home
S$2,596 per night
includes taxes & fees
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 22
Beach Room View
Front Porch overlooking Front Beach
Beach Room
Main Room View
Exceptional
(58 reviews)

Beach & King - Stunning Ocean Views!

Rockport

8% off
S$12,948
for 7 nights, 1 home
S$1,850 per night
includes taxes & fees
Beach & King - Stunning Ocean Views!
Private kitchen
Property grounds
Exterior detail
Interior
Exceptional
(11 reviews)

Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck

Gloucester

8% off
S$14,861
for 7 nights, 1 home
S$2,123 per night
includes taxes & fees
Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck
Breakfast table (kitchen) with a view
Lawn and gardens below patio, overlooking hundreds of acres of beautiful marshes
Patio with panoramic view of our lawn and miles of beautiful marshes - see video
Living room has panoramic views
Exceptional
(50 reviews)

PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour

Gloucester

8% off
S$6,643
for 7 nights, 1 home
S$949 per night
includes taxes & fees
PREMIUM Modern Home on 2 Acres - Panoramic Marsh Views - NEW Video Tour
Interior
Property grounds
Dining
Exterior
Exceptional
(69 reviews)

Ocean views just steps to Back Beach, Front Beach, and downtown Rockport

Rockport

8% off
S$5,383
for 7 nights, 1 home
S$769 per night
includes taxes & fees
Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
Living area
Exterior
Dining
Exterior
Excellent
(8 reviews)

Walk to Good Harbor and Long Beach -Vacation Home

Gloucester

8% off
S$3,981
for 7 nights, 1 home
S$569 per night
includes taxes & fees
Walk to Good Harbor and Long Beach -Vacation Home
Private kitchen
View from kitchen window to rear fruit trees and vegetable gardens.
Outdoor dining
Sunny eat-in kitchen.
Exceptional
(32 reviews)

Quaint Simplicity on Quiet Lane, Spacious and Relaxing, Walk to Shops, Beaches

Rockport

8% off
S$2,611
for 7 nights, 1 home
S$373 per night
includes taxes & fees
Quaint Simplicity on Quiet Lane, Spacious and Relaxing, Walk to Shops, Beaches
Interior
Living area
Outdoor dining
Room
Exceptional
(21 reviews)

Charming Retreat

Gloucester

6% off
S$2,696
for 7 nights, 1 apartment
S$385 per night
includes taxes & fees
Charming Retreat
Property grounds
Interior
Living area
Private kitchen
Exceptional
(11 reviews)

C by the Sea - Ocean View Penthouse

Gloucester

8% off
S$4,816
for 7 nights, 1 apartment
S$688 per night
includes taxes & fees
C by the Sea - Ocean View Penthouse
Marble countertops
12 foot long couch for two people to stretch out on.
The front of the house with your entrance.
Queen sized bed has room on both sides to walk around.
Exceptional
(23 reviews)

Apartment with private rooftop deck with ocean views

Rockport

8% off
S$1,831
for 7 nights, 1 apartment
S$262 per night
includes taxes & fees
Apartment with private rooftop deck with ocean views
Marina
Private kitchen
Living area
Property grounds
Exceptional
(12 reviews)

Newly Updated! Private Pool! Walk to Beach, Shops, Restaurants & Train to Salem!

Rockport

8% off
S$3,459
for 7 nights, 1 home
S$494 per night
includes taxes & fees
Newly Updated! Private Pool! Walk to Beach, Shops, Restaurants & Train to Salem!
Interior
Living area
Private kitchen
Private kitchen
Exceptional
(14 reviews)

Quaint Neighborhood / Close to Beaches

Gloucester

6% off
S$2,822
for 7 nights, 1 apartment
S$403 per night
includes taxes & fees
Quaint Neighborhood / Close to Beaches
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the waterfront landscape of Rockport

Enjoy the art galleries and other features of Rockport. Travellers to this scenic city praise the seaside, boating and seafood restaurants. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Rockport

Do you want to find attractions to visit while you're in town? Venture out of your cosy holiday rental and check out everything that makes Rockport a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Mill River Winery (15.2 mi / 24.4 km)
  • Salem Willows Park (15.2 mi / 24.5 km)
  • Bewitched in Salem (16.6 mi / 26.8 km)
  • Appleton Farms Grass Rides (13.1 mi / 21.1 km)
  • Mud Puddle Toys (15.7 mi / 25.2 km)
  • Sisters We Three (16.7 mi / 26.8 km)

Exploring the natural features in Rockport

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Rockport is a great place to spend some time outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Front Beach (0.2 mi / 0.4 km)
  • Cape Ann (1.4 mi / 2.3 km)
  • Long Beach (1.8 mi / 2.9 km)
  • Halibut Point State Park (2.3 mi / 3.7 km)
  • Plum Cove Beach (2.5 mi / 4 km)
  • Good Harbor Beach (2.6 mi / 4.1 km)

Seasonal weather in Rockport

If you're hoping to enjoy some warm-weather activities on your holiday, July, August, September and June are the hottest months to visit, when temperatures average 19°C.

Transport options to and around Rockport

Fly into Beverly, MA (BVY-Beverly Municipal), the closest airport, located 15.6 mi (25.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Lawrence, MA (LWM-Lawrence Municipal), which is 25.8 mi (41.5 km) away.

If you'd rather travel by train, the main station is Rockport Station.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Rockport?
Apartments are the most popular kind of holiday rental in Rockport, according to our data. Even if you have something bigger or smaller in mind, Vrbo has holiday homes in all sizes and shapes. Filter our options to find your perfect Rockport pad.
How much does it cost to rent a holiday rental in Rockport?
The average price for a holiday home in Rockport depends on a number of factors, such as property type, length of stay and season. Whether you're looking for a villa with space for extended family or a cosy cottage for just you and the kids, just enter your travel dates to view stays with great value.
How much does it cost to rent a beach house in Rockport?
Prices for beach houses in Rockport can differ depending on the type and size of the property and time of year you're travelling. Just enter your travel dates into Vrbo and the number of guests to view available options and prices. From there you can use our filter tool to refine your search results by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday rentals in Rockport?
Good news. There are. You can choose from 38 holiday homes that allow pets in Rockport on Vrbo. Our furry kids need to get away from it all too, so simply use our search function for pet-friendly holiday rentals to book a place where Spot can lap up the fun.
What are popular rental amenities in Rockport?
Some of the most popular rental amenities people are looking for in Rockport include a fireplace, an ocean view and a firepit. Whether you're hitting the road with friends, family or even pets, Vrbo holiday rentals feature the best amenities for fun and relaxation with the people who matter most.
Are there large group holiday rentals in Rockport?
With two holiday rentals that can sleep 10 guests or more in Rockport, there's no need to leave anyone off your guest list. From fun family get-togethers to special events like Christmas and birthday parties, Vrbo can help you find a large group rental that fits the occasion.
Are there holiday rentals in Rockport that welcome kids?
With 38 family-friendly holiday homes available in Rockport, now is a great time to introduce the little ones to the thrills of travel. Simply check our "Properties good for families" filter to look for stays packed with amenities ideal for families on the move, such as full kitchens, backyards, hot tubs and entertainment areas.
What are the top attractions for families in Rockport?
Keep the kids occupied at these fabulous family-friendly attractions in Rockport:
  • Good Harbour Beach
  • Hammond Castle
  • Wingaersheek Beach
Are there one-bedroom holiday rentals in Rockport?
Yes, there are 14 one-bedroom properties in Rockport to select from. A one-bedroom holiday property is a superb choice if it's only the two of you or if you're travelling on your own. Throw in more convenience, privacy and space compared to a standard hotel, and you're sure to have a getaway to remember.
Can I find two-bedroom holiday rentals in Rockport?
Take off with your besties and enjoy a relaxing escape in one of the 12 two-bedroom holiday homes Rockport has to offer.
Are there holiday rentals with WiFi in Rockport?
Rockport has 12 holiday rentals with WiFi, so you'll be able to stay connected during your trip. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Vrbo homes make it easy to get online.
How can I find holiday rentals with air conditioning in Rockport?
Rockport has 32 holiday rentals where you'll be able to spend your days in air-conditioned comfort. To book a stay on Vrbo offering this perk, enter your desired travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Rockport?
You'll have to check with the Rockport holiday home you'd like on Vrbo as the minimum age varies. However, generally it's 16, 18 or 21.
How long can I rent a holiday rental in Rockport for?
How long you can rent a holiday rental in Rockport is down to the property. Just enter your desired dates to look at a list of options offering extended stays. With tons of creature comforts such as washing machines and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover a perfect place to call your home away from home in Rockport.

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